
House holiday rentals in Lakeside
Find and book unique houses on Airbnb
Quick stats about house rentals in Lakeside

Total holiday rentals
Explore 20 holiday rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $127 SGD per night before taxes and fees

Verified guest reviews
Over 1,040 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Lakeside holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lakeside rentals

4.9 Average rating
Lakeside stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated house rentals in Lakeside
Guests agree: these houses are highly rated for location, cleanliness and more.

Luxury Julian Home w/ Cedar Tub, View, Horse Stall
Welcome to our stunning Julian retreat, Sierra Jean just 5 minutes from the famous Pie Town! This gorgeous home offers panoramic views from all rooms! Designed by a local interior designer, it's not your average Julian home. Enjoy Sonos sounds, a wood-burning fireplace & a fully stocked kitchen. Step onto the expansive deck with cantina doors for seamless indoor/outdoor living, complete with a fire pit & custom cedar soaking tub & 2 horse stalls. With 3 bedrooms 2 baths it's the perfect getaway!

San Diego Casita for 6 Morey de Prieto Surf Ranch
The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes kitchen with GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on s 240 sq. ft. private deck with fire pit, adirondack chairs and BBQ. Level 1 EV Charger.

ModernCoastal I View I Pool ITub
Spectacular canyon views are the backdrop to this stunning, modern newly renovated San Diego home! The jetted hot tub with water falling in the sparkling pool, the natural light streaming through the french doors, huge screened folding door, and skylights, the beautiful Great Room with the inviting living room, gourmet kitchen, indoor/outdoor dining, comfy beds, spectacular rooms & bath, sunset vista point, outdoor BBQ & backyard loungers and daybed are all designed to get you in vacation mode!

The Glass House - A Nature Retreat
Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Cottage in the Garden! New! Modern!
COTTAGE IN THE GARDEN - New! Modern! Find beauty and serenity in this special guest house in one of San Diego's most desirable areas! Flowering bushes, plants, olive tree and fruit trees seen from all windows. All amenities: WiFi, Cable, serving dishes and tableware, full coffee bar, Ninja Blender, Flat screen TVs, 100% Egyptian Cotton Sheets or Boll and Branch Sheets (used by 3 Presidents), Japanese Toilette and more. 15 minutes to Downtown San Diego and 20 minutes to the beach!

Jamul Hacienda | Couples Retreat | Pool & Views!
The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Upscale Resort House /Views, Saltwater Pool/Spa !
This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Palm Cottage, San Diego
Palm Cottage sits in the heart of La Mesa Village, San Diego. Enjoy the charm of a historic home with a fully remodeled and stylish interior featuring both Dutch & French doors letting in plenty of sunshine. A large private yard w/ covered outdoor living area creates the ultimate indoor/outdoor lifestyle. You're steps from the local grocery store, village shopping, coffee shops, restaurants, bars and the trolley. You could not ask for a better location!

Quiet Country Home
Extremely clean home. Fenced private yard with Webber Genesis BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horse visits and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available Host lives in a separate complete 1 bedroom studio with a shared laundry room.

Spacious & Fun | 5br, 4.5ba | Hot Tub | Views
Experience sunny San Diego from this 5 bedroom, 4.5 bathroom foothill home. Wake up to panoramic views of the surrounding hillsides and gather in the spacious living and dining rooms. The home is conveniently located just 15-20 minutes from San Diego's famous beaches and top attractions. After a day of exploration, unwind in the backyard area featuring a hot tub, fire pit, pool table, and life-sized chessboard.

Sunny & Spacious 3BR Retreat w/ Parking & A/C
Discover your La Mesa retreat! This newly refurbished home offers a perfect blend of comfort and convenience. Enjoy a gourmet kitchen, stylish dining, three bedrooms, two modern bathrooms, and an expansive yard. Explore nearby attractions like the Grossman Center (10-min walk) with shopping and dining, or venture to San Diego's heart (20-min drive). Perfect for families and groups seeking a relaxing getaway.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for house rentals in Lakeside
House rentals with a pool

Lux Casita with Pickleball & Resort Amenities

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

Mid-Century Style Family House with Spa

Bright and spacious home with views, pool & spa.

San Diego Pool Retreat | Game Room • Sleeps 14

San Diego Oasis: Private Pool & Sunny Escape!

Tropical Oasis: spa, solar heated pool, waterslide

San Diego Pool | Fire Pit | Sunshine | Sleeps 10
Weekly house rentals

SDSU Beach Cottage

Hot Tub | Disney Train Track | Secluded 20 acres

Zen House

Gated Estate-Guest House-Private Backyard-Hot Tub!

The Home with The View

4 Bedrooms | Pool | Views | Games | Gym |

Luxury Retreat w/ Panoramic Views & Private Yard

Farmhouse on Sunny Outdoor Dining area 20min to SD
Private house rentals

Lakeside Haven | Mountain Views, Private Pool

Lakeside Hilltop Retreat w/Amazing Pool & Spa

The Emerald Vista

Infinity Pool & Spa-Private-Endless Views-Luxury

Not Quite Perfect

Serene Lakeside Getaway-Sleeps 8

Hilltop pool, 360 views, billiard, 30 min to SD

Luxury Escape | Heated Pool/Spa • Views + Events
When is the best time to visit Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 SGD | $288 SGD | $316 SGD | $374 SGD | $412 SGD | $487 SGD | $409 SGD | $335 SGD | $267 SGD | $306 SGD | $297 SGD | $335 SGD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Destinations to explore
- San Diego Holiday rentals
- Los Angeles Holiday rentals
- Phoenix Holiday rentals
- Paradise Holiday rentals
- Las Vegas Holiday rentals
- Scottsdale Holiday rentals
- Big Bear Lake Holiday rentals
- Palm Springs Holiday rentals
- Tijuana Holiday rentals
- Joshua Tree Holiday rentals
- Long Beach Holiday rentals
- Santa Barbara Holiday rentals
- SeaWorld San Diego
- Coronado Beach
- LEGOLAND California
- Rosarito Beach
- University of California-San Diego
- San Diego Zoo
- Petco Park
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- Tijuana Beach
- Balboa Park
- San Diego State University
- Pechanga Resort Casino
- Torrey Pines State Beach
- Mission Beach
- Ocean Front Walk
- Oceanside City Beach
- Las Olas Resort & Spa
- Anza-Borrego Desert State Park
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





